Chailey Holiday Rentals from NZ$144: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Chailey has to offer?

Churchill Country Retreat | By My Getaways : This highly rated holiday home rental in Chailey is equipped with a garden, laundry facilities and WiFi to help you feel comfortable during your stay. It has 6 bedrooms, in addition to a kitchen with a stovetop and a microwave.

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Our top choices for Chailey holiday rentals

A stone house with a tiled roof, a front garden with various plants and flowers, and a wooden door.

1. Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

North Chailey

yaron P.

includes taxes & fees

27 Nov - 28 Nov

A balcony with a white metal table and two chairs, a striped sofa, and a wooden railing.

2. 1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

Lewes

Phill

includes taxes & fees

12 Nov - 13 Nov

A hotel room with a wooden floor, a bed, a desk, a TV on the wall, and a bathroom visible through an open door.

3. 2BR Lake Toho Waterfront Retreat | Fish • Relax

Nutley

includes taxes & fees

11 Nov - 12 Nov

A cozy lodge entrance with a sign reading 'Duck Lodge,' a small outdoor seating area, and a pathway leading to the entrance.

4. Duck Lodge B&B

Brighton

Meredith

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, a window with blinds, a bedside table with a plant, a wall-mounted shelf with decorative items, and a hanging light fixture.

5. Castle Bank Terrace - just a few minutes walk to the high street

Lewes

Sarah C.

includes taxes & fees

15 Nov - 16 Nov

A modern bedroom with a large bed, a TV, a desk, and a balcony with a view of buildings.

6. Q Square by Supercity Aparthotels

Brighton City Centre

Warren

includes taxes & fees

19 Nov - 20 Nov

A hotel room with a bed, bedside tables, a wardrobe, a mirror, and artwork on the walls.

7. Numa Brighton Pavilion

Brighton City Centre

Roshan

includes taxes & fees

15 Nov - 16 Nov

A historic building with three arched windows and two green doors, numbered 24 and 22.

8. Cliffe Cottage

Lewes

includes taxes & fees

19 Nov - 20 Nov

A large, classical building with a symmetrical facade, multiple windows, and a central entrance.

9. Upper Rock Brighton Apartments

Kemptown

Stuart

includes taxes & fees

7 Dec - 8 Dec

A narrow hallway with a bed in the background, a mirror on the left, and a door on the right.

10. Pet friendly and central Laines location, 1 minute from station

Brighton City Centre

Monica L.

includes taxes & fees

12 Nov - 13 Nov

11. The Heart-of-Brighton Hub / City Center

Brighton City Centre

anna k.

includes taxes & fees

9 Dec - 10 Dec

A modern hotel room with a bed, a TV, a sofa, a dining table, and a large window.

12. City Heart Brighton

Brighton City Centre

Stephen

includes taxes & fees

17 Nov - 18 Nov

A rustic interior with exposed wooden beams, stone steps, and a cozy seating area.

13. Bellflower Cottage - Ashdown Forest

Haywards Heath

Kathryn

includes taxes & fees

15 Nov - 16 Nov

14. Charming Apartment with Prime Location

Royal Tunbridge Wells

Francois L.

includes taxes & fees

11 Nov - 12 Nov

A modern bedroom with a large bed, a bedside table, a mirror, and a wall-mounted light fixture.

15. Studio In the Lanes

Brighton City Centre

Genevieve

includes taxes & fees

7 Dec - 8 Dec

A wooden exterior with a pergola, a small potted plant, and a grey sofa.

16. Lodge , air con , Free Parking , Mini bar

Hove

Sally

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a blue sofa, wooden shelves, and a dining area with a table and chairs.

17. Cleve Cottage by inspirestays.com - a cottage that sleeps 4 guests in 2 bedrooms

Lewes

Anonymous traveller

includes taxes & fees

24 Nov - 25 Nov

A hot tub with a wooden deck, surrounded by lush greenery and hanging pink flowers.

18. Romantic Secret Garden Retreat

Brighton and Hove

Kai M.

includes taxes & fees

11 Nov - 12 Nov

A compact hotel room with a bed, a desk, a chair, a lamp, and a TV.

19. Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

Seaford

Gazelle J.

includes taxes & fees

15 Nov - 16 Nov

A beach with a railing in the foreground and a clear sky.

20. Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

Eastbourne City Centre

Catherine

includes taxes & fees

4 Dec - 5 Dec

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Find holiday rentals that suit your style

Top Chailey Hotel Reviews

A bed with white linens, a floral pillow, and two bedside tables with lamps.

The Blacksmiths Arms

Lewes

10/10 Excellent

David

A large, brick house with a prominent turret and multiple windows.

The Birch Hotel

Haywards Heath

10/10 Excellent

Gordon

A building with a symmetrical facade, a central entrance with a decorative arch, and two illuminated Christmas trees.

Buxted Park Hotel

Uckfield

10/10 Excellent

Gregory

A large stone building with multiple windows and a symmetrical facade, surrounded by a well-maintained lawn and trees.

Ashdown Park Hotel & Country Club

Forest Row

10/10 Excellent

Jim

A spacious lobby with a staircase, modern lighting, and artwork on the walls.

Hilton London Gatwick Airport

Gatwick

10/10 Excellent

We stayed in a double room which was a good size and nicely appointed and clean. the staff at the front desk were very welcoming and great hotel as we were flying out of the south terminal and so only a 7-10min walk to the check in desks. We traveled to the hotel by train which is super convenient and only a 5 min walk from the station to the hotel. Plenty of eating options in and around the hotel, in walking distance. We will definitely use again if traveling through Gatwick.

Christopher

Q Square by Supercity Aparthotels

Brighton City Centre

10/10 Excellent

Darren

A spacious lobby with large windows offering a view of the sea, yellow armchairs, and a modern staircase.

Leonardo Royal Hotel Brighton Waterfront

Brighton City Centre

10/10 Excellent

Anonymous traveller

A multi-level hotel lobby with a central atrium, multiple dining areas, and a staircase.

Sofitel London Gatwick

Gatwick

10/10 Excellent

Rhonda

A modern hotel room with a large bed, a desk, and a view of the city.

Bloc Hotel London Gatwick Airport

Gatwick

10/10 Excellent

Brian

A building with a sign reading "SMITH & WESTERN" and "HONEY PARTRIERS" above the entrance.

Smith & Western Tunbridge Wells

Royal Tunbridge Wells

8/10 Good

Greg

Find out more about Chailey

Everything you need to know about Chailey holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chailey holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chailey holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chailey holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chailey. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chailey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chailey holiday rentals we have selected for you start as low as NZ$144 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chailey rentals

At Expedia, we put the best Chailey holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chailey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chailey holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chailey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Chailey?

Yes, there are holiday rentals in Chailey close to Bluebell Railway - Sheffield Park Station, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chailey has to offer?

Churchill Country Retreat | By My Getaways: This highly rated holiday home rental in Chailey is equipped with a garden, laundry facilities and WiFi to help you feel comfortable during your stay. It has 6 bedrooms, in addition to a kitchen with a stovetop and a microwave.

How many holiday rentals are there in Chailey?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Chailey stay.

What can I see and do in Chailey?

While exploring the area, visit family-friendly sights like Tulley's Farm, or get outside and enjoy nature at High Weald. In the wider area, you’ll find Bluebell Railway - Sheffield Park Station and Sheffield Park Garden.

What are holiday rentals like in Chailey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chailey. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.

Chailey Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chailey holiday rentals

1. Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

2. 1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

3. 2BR Lake Toho Waterfront Retreat | Fish • Relax

4. Duck Lodge B&B

5. Castle Bank Terrace - just a few minutes walk to the high street

6. Q Square by Supercity Aparthotels

7. Numa Brighton Pavilion

8. Cliffe Cottage

9. Upper Rock Brighton Apartments

10. Pet friendly and central Laines location, 1 minute from station

11. The Heart-of-Brighton Hub / City Center

12. City Heart Brighton

13. Bellflower Cottage - Ashdown Forest

14. Charming Apartment with Prime Location

15. Studio In the Lanes

16. Lodge , air con , Free Parking , Mini bar

17. Cleve Cottage by inspirestays.com - a cottage that sleeps 4 guests in 2 bedrooms

18. Romantic Secret Garden Retreat

19. Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

20. Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

Find holiday rentals that suit your style

Top Chailey Hotel Reviews

The Blacksmiths Arms

10/10 Excellent

Find out more about Chailey

Chailey holiday rentals: An excellent choice for every season

How to find incredible deals on Chailey rentals

Frequently Asked Questions

Are there holiday rentals in Chailey?

What are some of the best holiday rentals that Chailey has to offer?

How many holiday rentals are there in Chailey?

What can I see and do in Chailey?

What are holiday rentals like in Chailey?